270259-83-1

Basic information

• Product Name: 4-phenoxybenzaldehyde oxime
• Synonyms: 4-phenoxybenzaldehyde oxime
• CAS NO: 270259-83-1
• Molecular Weight: 213.236
• Mol File: 270259-83-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 4-phenoxybenzaldehyde oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 4-phenoxybenzaldehyde oxime(270259-83-1)
• EPA Substance Registry System: 4-phenoxybenzaldehyde oxime(270259-83-1)

Safety Data

• Hazardous Substances Data: 270259-83-1(Hazardous Substances Data)

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 108-95-2 phenol 
• 1122-91-4 4-bromo-benzaldehyde 
• 67-36-7 4-phenoxy benzaldehyde 

Downstream Products

• 1235471-21-2 4,5-dihydro-3-(4-phenoxyphenyl)isoxazole-5-carboxylic acid 2,4,6-trichlorophenylamide 
• 1235471-15-4 4,5-dihydro-3-(4-phenoxyphenyl)isoxazole-5-carboxylic acid 
• 3096-81-9 4-phenoxybenzonitrile 
• 748771-35-9 4-[3-(4-phenoxy-phenyl)-isoxazol-5-yl]-phenol 
• 157991-84-9 N-hydroxy-4-phenoxybenzimidoyl chloride 

Relevant articles and documents

Synthesis and biological evaluation of 4-phenoxy-phenyl isoxazoles as novel acetyl-CoA carboxylase inhibitors

Acetyl-CoA carboxylase (ACC) is a crucial enzyme in fatty acid metabolism, which plays a major role in the occurrence and development of certain tumours. Herein, one potential ACC inhibitor (6a) was identified through high-throughput virtual screening (HTVS), and a series of 4-phenoxy-phenyl isoxazoles were synthesised for structure-activity relationship (SAR) studies. Among these compounds, 6g exhibited the most potent ACC inhibitory activity (IC50=99.8 nM), which was comparable to that of CP-640186. Moreover, the antiproliferation assay revealed that compound 6l exhibited the strongest cytotoxicity, with IC50 values of 0.22 μM (A549), 0.26 μM (HepG2), and 0.21 μM (MDA-MB-231), respectively. The preliminary mechanistic studies on 6g and 6l suggested that the compounds decreased the malonyl-CoA levels, arrested the cell cycle at the G0/G1 phase, and induced apoptosis in MDA-MB-231 cells. Overall, these results indicated that the 4-phenoxy-phenyl isoxazoles are potential for further study in cancer therapeutics as ACC inhibitors.

Synthesis of novel 2H-chromene-3-carboxylate isoxazole/isoxazoline derivatives via 1,3-dipolar cycloaddition reaction (NOAC)

Synthesis of novel (3-phenylisoxazol-5-yl)methyl-2H-chromene-3-carboxylates (7a–7d) and (3-phenyl-4,5-dihydroisoxazol-5-yl)methyl-2H-chromene-3-carboxylates (8a–8p) by 1,3-dipolar cycloaddition, and nitrile oxide and alkyne cycloaddition (NOAC) is presented. The products are characterised by IR, 1H and 13C NMR, and ESI-MS data.

Synthesis and biological activity of 3-substituted isoxazolecarboxamides

A series of novel 3-substituted isoxazolecarboxamides have been prepared. A key step was 1,3-dipolar cycloaddition of nitrile oxides to α,β-unsaturated esters. Some of these compounds exhibited high fungicidal activities against Alternaria alternata, Botrytis cinerea, Rhizoctonia solani, Fusarium culmorum, and Phytophthora cactorum.